I came across this hiking challenge back in 2017 and figured it would be a breeze to complete seeing as it only consisted of 10 hikes total.

Enter life… and now 8 years have passed. I’m close… but still not quite finished with this challenge.

Read more about the challenge requirements here.

The challenge requires the completion of 4 easy rated hikes, 3 moderate rated hikes, 2 difficult rated hikes and either Snowy Mountain or Blue Mountain.

When I originally started this challenge back in 2017, I had all the easy hikes marked off in one day. And then when i was finally able to pick back up on the challenge, I decided to start over (sort-of) so that Darby could be a completer as well.

Click on the linked trails below to see the full trail reports from our hikes. (The * denotes that Darby did this hike as well. )

The EASY Hikes

• Buttermilk Falls (7/10/2017)
• Barker Pond (7/11/2017)
• Grassy Pond (7/11/2017)
• Rock Pond (7/11/2017)
• Deathbrook Falls (7/11/2017)
• Sprague Pond (9/1/2023)*
• Bullhead Pond (9/1/2023)*
• Rock Lake (9/1/2023)*
• Blue Ledge on the Hudson (8/3/2025)*

The MODERATE Hikes

• Chimney Mountain (7/27/2019)
• Castle Rock (7/23/2022)*
• Sawyer Mountain (9/1/2023)*

The DIFFICULT Hikes

• Snowy Mountain (9/13/2019)
• Blue Mountain (8/28/2021)*

I’m hopeful that Darby and I will be completers of this challenge sometime in the near future…